Photographic light sensitive elements containing ultraviolet materials

ABSTRACT

A photographic light-sensitive element containing an ultraviolet absorbent material which has improved resistance to ultraviolet rays, staining and an improved whitening effect, contains a high molecular weight compound having a repeating unit represented by one of the general formulas set out below:   IN AT LEAST ONE PHOTOGRAPHIC EMULSION LAYER, INTERMEDIATE LAYER, PROTECTIVE LAYER, SUBBING LAYER, BACKING LAYER, OR A BARYTA LAYER. The representative letters such as R0, M and the like are explicitly defined in the specification.

United States Patent Hiroyuki Amano;

Fumihiko Nishio; Nobuo Tsuji; Kazuo Shirasu, all of Kanagawa, Japan [21]Appl. No. 720,344

[22] Filed Apr. 10, 1968 [72] Inventors [45] Patented Oct. 26, 1971 [73]Assignee Fuji Shashin Film Kabushiki Kaisha (now Fuji Photo Film Co.,Ltd.) Kamigun, Kanagawa, Japan [3 2] Priority Apr. 10, 1967 [33] Japan[54] PHOTOGRAIHIC LIGHT SENSITIVE ELEMENTS, CONTAINING ULTRAVIOLETMATERIALS I 1 Claims, No Drawings Primary Examiner-Norman G. TorchinAssistant Examiner-Edward C Kimlin Attorney-Sughrue, Rothwell, Mion,Zinn & MacPeak ABSTRACT: A photographic light-sensitive elementcontaining an ultraviolet absorbent material which has improvedresistance to ultraviolet rays, staining and an improved whiteningeffect, contains a high molecular weight compound having a repeatingunit represented by one of the general formulas set out below:

in at least one photographic emulsion layer, intermediate layer,protective layer, subbing layer, backing layer, or a baryta layer. Therepresentative, letters such as R M and the like are explicitly definedin the specification.

PIIOTOGRAPI'IIC LIGHT SENSITIVE ELEMENTS, CONTAINING ULTRAVIOLETMATERIALS Summary of the Invention The moieties represented by thefigure such as R M and the like are explicitly defined under the headingDescription of the Preferred Embodiments.

Background of the Invention 1. Field of the Invention The presentinvention relates to a photographic light-sensitive element containingan ultraviolet absorbent and, more particularly, to a photographiclight-sensitive element having improved resistance to ultraviolet rays,resistance to staining, and an improved fluorescent-whitening effect.

2. Description of the Prior Art In general, when a color photographicimage obtained by color development is irradiated with ultravioletlight, the color image will fade or discolor proportionately to theintensity and the wave length of the ultraviolet light.

Furthermore, it is known that where materials other than those composingthe color image, such as a coupler, remain in a photographic emulsionlayer after the formation of the color image by processing, the materialis attacked by ultraviolet light and forms undesirable stains in thephotographic emulsion layer. Such an attack is caused mainly byultraviolet light having a wave length of from 300 to 400 m. 1..

To prevent the formation of stains, it is known toincorporate anultraviolet inhibitor in photographic emulsion layers, intermediatelayers, protective layers, undercoats, or backing layers. However, manyof the conventional ultraviolet inhibitors have faults, i.e. theultraviolet inhibitor itself is photodegraded by ultraviolet light toform undesirable stains. In addition, the greater part of theultraviolet inhibitor thus incorporated is dissolved out of the emulsionlayer by photographic processing or washing, thereby resulting in areduction or weakening of the ultraviolet inhibitor.

To improve the whiteness of photographic printing papers, it is known toincorporate a fluorescent whitening agent which emits purple to bluefluorescence under ultraviolet radiation in a photographic emulsionlayer (including incorporation in a positive layer for a printing paperutilized in a diffusion transfer reversal method) or in subsidiarylayers, such as an undercoat, a protective layer or the baryta layer ofa barytacoated paper.

However, since commercially available fluorescent whitening agents areusually low molecular weight compounds, they have inherent faults.Often, the dying power of conventional fluorescent whitening agents withgelatin is very weak, and when they are incorporated into photographicgelatino-emulsion layers or subsidiary gelatin layers, the greater partof the fluorescent whitening agent will be dissolved out of the layersduring photographic processing or water washing. This will, of course,reduce the whitening effect of these materials.

Various solutions have been proposed for overcoming the above-mentioneddrawbacks. For example, a method has been proposed in which asubstituent capable of giving good dyeing capabilities to gelatin isintroduced into a fluorescent whitening agent, and methods have beenproposed in which polyvinyl pyrrolidone (Japanese Publication No.7l27/59) or poly-N- vinyl-S-methyl-2-oxazolidinone (Japanese PatentPublication No. 22065/64), both of which have good dyeing capabilities,are dispersed in gelatin. However, the dissolution of fluorescentwhitening agent cannot be sufiiciently prevented by these methods, andthe whiteness of the printing paper containing the whitening agent isnonetheless reduced during photographic processing or water washing.

Therefore, an object of the present invention is to provide aphotographic light sensitive element which illustrates animprovedultraviolet inhibiting effect and an improved stain preventing effectwithout the aforesaid faults.

A further object of this invention is to provide a photographic lightsensitive element which contains an improved fluorescent whitening agentand which has an excellent whitening effect without the conventionalfaults heretofore described.

It has been discovered that by incorporating a high molecular weightultraviolet absorber, having a repeating unit represented by generalformulas l) or (2) shown below, in at least one of the photographicemulsion layers, intermediate layers, protective layers, undercoat, orbacking layer of a photographic light sensitive element, that anexcellent ultraviolet inhibiting effect and stain preventing effect canbe obtained. It has been foundthat even if an ultraviolet inhibitorhaving a repeating unit of formula l or (2) causes photodegradationunder ultraviolet light of high intensity, no undesirable stains remain.

In addition, it has been found that a photographic printing papercontaining a high molecular weight compound having a repeating unit ofgeneral formula (l) or (2) in the photographic emulsion layers, anintermediate layer, a protective layer, a baryta layer or a backinglayer of the printing paper, will have excellent whiteness even afterphotographic processing and washing.

Thus, a photographic light sensitive element produced in accordance withthe present invention has at least one photographic emulsion layer,intermediate layer, a protective layer, represents a divalent heteroatom or a divalent hetero atomic subbing layer, backing layer or barytalayer which has incorgroup; m is or 1; and M represents an alkali metalor NH porated therein a high molecular weight compound having arepeating unit represented by general formula (1) or (2), which are asfollows:

A high molecular weight compound having a repeating unit 5 representedby general formula l) or (2) which may be used in this invention, has anexcellent ultraviolet inhibiting effect, stain preventing effect andwhitening effect.

( I l The above described high molecular weight compound N $0 M which isused in the invention is a compound which has S- triazine rings anddiaminostilbene sulfonate residual groups,

R; g and it may be prepared by the following method using the raw Mmaterials set out below.

l N l" I I The high molecular welght compound may be prepared by Ndissolving or dispersing in a solvent, such as water or dimethyl- SOsM \formamlde, one mol of an S-trlazlne-stllbene derivative which (I) hasthe general formula:

| l Hi (I) Bo Bo R: R.

1R Al (II) for 3 (wherein X represents a halogen atom or an alkoxy grouphav- N I ing from 1-4 carbon atoms, and R R, and M have the same 7 Fformulas as indicated under the general explanation of their N N S O Mform in formulas l or (2),) and about one mol ofa diamino a compoundrepresented by formula (4) or (5) as follows i N i" i" i" i" o11- -NlHNY(Z)mYN HNYNH 1v 0). g N N a \I/ II? 1F? i R (n) HIbIX-( Z )mYNH (V) Rand R may each represent a hydrogen atom, an alkyl group p I having F8carbon atoms an z zi 2 wherein R Y, Z and m have the'same meaning asindicated in carbon atoms a hydroxya lkyl group, r S the explanation ofgeneral formulas (l) or (2), These comcarbon atgms or such a group whlch1S subsmute a su y ponents are reacted at a temperature of from about 50to 150 group hfivmg from 14 carbon atoms or an alkali meta or an C. withthe addition of from 2-2.4 mols of an aqueous sodium ammmum there; myrep?Sent 3 3mm hydroxide solution. in addition, the high molecularweight s 931755; n-

compounds of this invention may be prepared by any other \A standardmethods. I or M The bis-S-triazine-stilbene derivative described bygeneral t i H o formula (II!) may be prepared by conventional methods asWhere!" R and R may each replesem (1) a hydrogen atom shown in TheJournal of the SOciety of Organic Chemistry,

(ii) an alkyl group having from 1-12 carbon atoms, a hydrox- Japan," VOL20' 64 (1062) yalkyl group, a sulfo-alkyl group, an alkali salt ofasulfoalkyl o example th: derivative may be M have by reacting 2 g p ofan ammonium thereof a carboxyalkyl group mols of cyanuric chloridewith 1) mol of a derivative of 4,4- alka Salt ofa carboxyalkyl group anammonium salt Ora diaminostilbene-2,2'-disulfonate represented by thegeneral boxyalkyl group, or an aralkyl group, (iii) an aryl group havingf l from 6-18 carbon atoms, a hydroxy, carboxy or sulfonic acidderivative of said aryl group, an alkali metal or ammonium salt 5 Iiu ofsaid aryl group, (vi) a cycloaklyl group having from 6-l0 carbon atoms,a substituted cycloalkyl group having from 6-10 carbon atoms; Arepresents an alkylenegroup having from 4-5 carbon atoms or an alkylenegroup having from 4-5 carbon atoms or an alkylene group having from 6l0Carbon (wherein R and M have the same meanings as in general for- S 03MS 01M I atoms with a heteroatom or a heteroat m g p; Y mula l) or (2) ata temperature of about 5 C. to 10C. The represents an alkylene grouphaving from 2 1 Car H om i compound thus obtained is reacted with 2 molsof a nucleoor a substituted alkylene group having from 2-l0 Carbonphilic agent illustrated by the formula HR, (wherein R, is the atoms; anarylene group having from 6-18 carbon atoms or a same as in generalformula (1) or (2) at a temperature of substituted arylene group havingfrom 6-18 carbon atoms; Z from 0 to about 20 C.

5 6 Some examples of R R R Y, and Z in the repeating unit (where M'=H,Na, K or NH and P=1, 2, 3 or 4). (1) or (2) of the high molecular weightcompounds of this in- Examples of Y vention are as follows:

Hz)q(q y vary from 2-10 R and R may be, for example: CH3

5 CHCH H, OH3, c,H5, C H;, CH CH(CH Q 1 cH,-( :-oH2, cH,cH,ocH,cH2-,

OH (where M represents H, Na, K or NH CH -@CH "'"(CHz)3sO3M',(CH2)4SO3M' and the like. -coom', Some examples of R are: I I 0H1 sr zs, OCa 1, O (IJOOM' (I311:

CH COOM' G: 5 l

0 1 0 Q 7 COOH;

I -o s c s (whe e M -H, Na, K or Mn).

j Examples ofZ are: O, S and S0 Q I Typical examples of compoundsincluded in the general for- (I; mula (l) or (2) which may be used inthis invention are as fol- Hans o=M" I N V lows:

N f I-NH Q-CH=CHQ NH I [NH(CH NH 2 N N N N S O Na S 0 1% N N S OgNfl SOa a 11 5 l H H CH5 CH3 Jn w F W OH OH These compounds may generally beprepared by the methods described above, but an example. will be givenin detail for Compound 1.

A solution of 14.7 parts by weight of cyanuric chloride in 80 parts ofacetone is dispersed in a slurry of 240 parts by weight of ice water,and the dispersion is maintained at about -3 C. To the dispersion thereis added dropwise l6.5 parts of sodium 4,4diaminostilbene-2,2'-disulfonate as a aqueous solution. During theaddition, hydrochloric acid is formed in the system, and an aqueoussolution of sodium carbonate is added dropwise (4.2 parts by weightsodium carbonate and parts by weight water) so that the pH of the systemis in the range of 4-5. The system is, thereafter, stirred for about 30minutes at about 05 C., and 7.5 parts of aniline is further added to thereaction mixture Thereafter, the temperature of the system is bonate(4.2 parts by weight sodium carbonate and 60 parts by weight water) isadded gradually to the system.

After conducting the reaction for about 3 hours at the same temperature,2.4 parts by weight of ethylenediamine is added to the reaction mixture,and the reaction temperature is increased to 100 C. The reaction mixtureis stirred for 2 hours at 100 C. Upon filtering the reaction mixtureafter cooling, Compound 1 is obtained.

The compound thus obtained is soluble in a dimethylformamide-water l:lsolvent, and the intrinsic viscosity of the compound in the same solventis 0.32 at 300 C Considered from the point of preventing the highmolecular compound from being dissolved ofi' during photographicdeveloping or washing, a higher molecular weight is desirable, butdissolution of the compound can be sufficiently prevented increased to20 C. and an aqueous solution of sodium earif the degree ofpolymerization thereof is higher than 5 (a molecular weight greater thanabout 4,000).

The term photographic emulsion" in this invention is defined to meansthe usual gelatino-silver halide light-sensitive emulsions, butsynthetic resins such as polyvinyl alcohol and polyvinyl acetal may beeffectively employed as protective colloids for the photographicemulsion, in addition to gelatin, in this invention.

Experimental results concerning the ultraviolet inhibiting effect, staininhibiting effect, antidiffusion properties and fluorescent whiteningeffect of a photographic light-sensitive element containing the highmolecular weight compound of this invention are illustrated by thefollowing examples, but it should be understood that the invention isnot to be limited thereby.

EXAMPLE I Compound 15:

To 1 kg. of a 4% aqueous gelatin solution there was gradually added 100g. of a 4% water-dimethylformamide (1:1) solution of each of the highmolecular compounds l-l4 heretofore described. Compound 15, aknown lowmolecular weight ultraviolet inhibitor, was prepared in the same manner.The resulting mixtures were individually applied to a film base anddried to provide a filter of 2.0 microns thickness. The dissolutionstate of these compounds was observed. The results are shown in thefollowing table.

Percentage reduction in transmission density (350 Mp):

- Washing length Washing length (A)" (B)'" 30 min. 2 hours 30 min. 25min.

Compd. l 2% 0 0 Compd. 2 10% 12% 11% 11% Compd. 3 0 2% 0 0 Compd. 4 7%9% 8% 8% COrnpd.5 10% 12% 11% 11% Compd. 6 9% 1 1% 10% 10% Compd. 7 0 2%1% 1% Compd. 8 9% 11% 10% 10% Compd. 9 2% 3% 3% Compd. 12% 14% 13% 13%Compd. ll 12% 14% 13% 13% Compd. 12 11% 12% 11% 11% Compd. l3 7% 9% 8%8% Compdv l4 8% 10% 9% 9% Compd. 15 85% 95% 90% 90% Note: 3 aqueoussolution of sodium carbonate.

(' com plete photographic processing.

thereby illustrating a good antidiffusion property. Whol:

photographic processing" should be taken to mean standard developmentprocesses, such as stop fixing, washing, bleach fixing, washing,hardening, washing, and drying.

The intrinsic viscosity of each of the high molecular weight ultravioletinhibitors of this invention in a dimethylformamide-water (1:1 solventat 300 C. was in the range 0.1-2.0.

EXAMPLE n A blue-sensitive silver iodo-brornide emulsion containing ayellow coupler, 3,5-dicarboxy-a-(4-stearoylamidobenzoyl) acetanilide wasapplied to a'baryta paper. 1n this'case, a coupler wasadded to thesilver halide emulsion as an aqueous alkaline solution. Then, agreen-sensitive chlorobromide em ulsion containing a magenta coupler (1(3-sulfo-4-phenoxyl)-3- steoaroyl-S-pyrazolone) was emulsion layer. tothe blue-sensitive emulsion layer. A red-sensitive silver chloro-bromideemulsion containing a cyan coupler(N-n-octadecyl-l-hydroxy-4-sulfo-2-l-naphthamide) was further applied tothe greensensitive emulsion layer. Finally, a protective layer wasapplied to the red-sensitive layer thus formed. The thickness of thelayers was approximately 2.0 microns. In this case, the protective layerwas formed by gradually adding g. of a 4% dimethylformamide-water (1:1)solvent solution of each of the high molecular weight ultravioletinhibitors of this invention (1-14) to 1 kg. of an aqueous gelatinsolution. This was applied and dried.

The color photographic printing paper thus prepared was exposed,developed in a developer containing N-ethyl-N-B-hydroxyethyl-phenylenediamine, and then subjected to stop fixing,washing, bleach fixing, washing, hardening, washing and drying. Theprinting paper thus processed was then exposed to a xenon tester for 20hours. Thereafter, the reduction ratio of each color at an image densityof 1.0 was measured, the results of which are shown in the followingtable. THe xenon tester used had a source with an energy distributionsimilar to that of sunlight.

Color image fading ratio after exposure for 20 hours:

It is clear from the above experimental results that fading of colorimages was prevented or reduced by incorporating the ultravioletabsorber of this invention in a protective layer. Furthermore, when theultraviolet absorber of this invention was incorporated in anintermediate layer between the redsensitive' emulsion layer and thegreen-sensitive emulsion layer, or between the green-sensitive emulsionand the bluesensitive emulsion layer fading of the color image (or colorimages) of the emulsion layer (or layers) below the intermediate layercontaining the ultraviolet absorber of this invention could beprevented.

The stain-preventing effect of the color photographic printing paperthus processed was measured, the results of which are shown in thefollowing table. The amount of staining is shown by the increase in theyellow component density of of unexposed portion of theprinting paperafter exposing the printing paper to a xenon tester.

Yellow component density:

It is clear from the above experimental results that by incorporatingthe high molecular weight ultraviolet absorber of this invention in theprotective layer, the formation of stains is effectively prevented.

When the high molecular compound of this invention was incorporated in aprotective layer, the whiteness of the color photographic printing paperwas greatly improved when compared with a printing paper containing nosuch high molecular weight compound.

EXAMPLE 111 To 1 kg. units of the red-sensitive silver chlorobromideemulsion described in example 11 there was added 50 g. of a 4%dimethylformamide-water (1:1) solvent solution of each of the highmolecular weight ultraviolet inhibitors of this invention (compounds1-14). After uniform mixing, the described cyan coupler was addedthereto. Then, utilizing the resulting silver halide emulsion and theblue-sensitive silver halide emulsion and the green-sensitive silverhalide emulsion described in example 11,- a color photographiclight-sensitive printing paper was prepared as in example 11.

The multiple layer printing paper thus prepared was exposed andsubjected to development, stop fixing, washing, bleach fixing, washing,hardening, washing, and drying. The printing paper thus processed wasthen exposed to a xenon tester for 20, hours, and the reduction ratio ata color image density of 1.0 wasmeasured, the results of which are shownin the following table.

It is clear from the above results, that by incorporating the highmolecular ultraviolet absorber of this invention directly in a silverhalide emulsion layer, fading due to ultraviolet rays was effectivelyprevented without the application of an additional ultravioletinhibiting layer.

EXAMPLE IV A filter layer containing the high molecular compounds ofthis invention (Compounds l-l4) was formed on a film at a thickness ofabout 2.0 microns by the same procedures used in example I. To thefilter layer the blue-sensitive silver iodo-bromide emulsion containingthe yellow coupler, the green-sensitive silver chloro-bromide emulsioncontaining the magenta coupler, and the red-sensitive silverchloro-bromide emulsion containing the cyan coupler were applied.Finally, a protective layer was applied to the red-sensitive emulsionlayer.

This multiple layer-type light-sensitive film was exposed and subjectedto development, stop fixing, washing, bleach fixing, washing, hardening,washing, and drying. Thereafter, the film thus processed was exposed,from the rear side of the film, to a xenon tester for 20 hours. Thereduction ratio at each color image density of 1.0 was measured, theresults of which are shown in the following table.

It is clear from the above experimental results that by incorporatingthe high molecular weight ultraviolet absorber of this invention in anundercoat (or the filter layer), the fading of color images could beefiectively prevented when compared with fading in the case when no suchultraviolet absorber was incorporated.

When the high molecular weight compound of this invention wasincorporated in a backing layer of a multiple layertype colorphotographic light-sensitive film instead of incorporating the compoundin a filter layer or undercoat, it was found that a comparable reductionin fading could be obtained.

When the high molecular weight ultraviolet absorber of this inventionwas incorporated in both a protective layer on the uppermostred-sensitive emulsion layer and in an undercoat (or the backing layer),fading due to ultraviolet rays could be effectively prevented when thefilm was exposed from both sides.

EXAMPLE V To 1 kg. of a silver chloro-bromide emulsion for enlargedprinting papers there was gradually added 10 g. of a 4%dimethylformamide (1:1) solvent solution of each of the high molecularweight compounds of this invention (Compounds 1-14). After adding ahardening agent and a wetting agent, the resulting silver halideemulsion was applied to a baryta paper. When the printing paper thusprepared was subjected to processing, such as development, fixing andwashing, the whiteness of the paper was not reduced, whereas when aprinting paper containing a known low molecular weight compound(Compound 15) was processed there was a marked reduction in whiteness.

While the invention has been particularly shown and described withreference to preferred embodiments thereof, it will be understood bythose skilled in the art that various changes in form and details may bemade therein without departing from the spirit and scope of theinvention.

What is claimed is: l. A photographic light sensitive element comprisinga sup port having thereon at least one layer containing a high molecularweight compound having a repeating unit selected from the groupconsisting of l S OaM R R, R,

N (111 411 small S OaM N\/N and r N Q- 1 son r wherein said repeatingunits are repeated to an order of five or greater, wherein R and R eachrepresents a member selected from the group consisting of a hydrogenatom, an alkyl group having from 1-8 carbon atoms, an aryl group having6-12 carbon atoms, a hydroxyalkyl group having 2-4 carbon atoms, asubstituted hydroxyalkyl group having 2-4 carbon atoms, a sulfoalkylgroup having 1-4 carbon atoms, an alkali metal salt of a sulfoalkylgroup having l-4 carbon atoms and an ammonium salt of a sulfoalkyl grouphaving l4 carbon atoms; R represents a member selected from the groupconsisting of a halogen atom, OR, SR,

wherein R and R each represents a member selected from the groupconsisting of (i) a hydrogen atom, (ii) an alkyl group having l-l 2carbon atoms, a hydroxyalkyl group having 1-l2 carbon atoms, asulfoalkyl group, an alkali salt of a sulfoalkyl group, an ammonium saltof a sulfoalkyl group, a carboxyalkyl group, an alkali metal salt of acarboxyalkyl group, an ammonium salt of a carboxyalkyl group, an aralkylgroup; (iii) an aryl group having 6-l8 carbon atoms, a hydroxyderivative of an aryl group having 6-18 carbon atoms, a carboxyderivative of an aryl group having 6-18 carbon atoms, a sulfonic acidderivative of an aryl group having 6-l8 carbon atoms, an alkali metalsalt of an aryl group having 6-18 carbon atoms, an ammonium salt of anaryl group having 6-18 carbon atoms, and (iv) a cycloalkyl group having6-l0 carbon atoms, a substituted cycloalkyl group having 6 -IO 26 atoms;a represents a member selected from the group consisting of an alkylenegroup having four to five carbon atoms an alkylene group containing aheteroatom, and an alkylene group containing a heteroatomic group: Yrepresents a member selected from the group consisting of an alkylenegroup having 2-l0 carbon atoms, a substituted alkylene group having 2-10carbon atoms, an allylene group having 6-18 carbon atoms, a substitutedallylene group having 6-18 carbon atoms; Z represents a member selectedfrom the group consisting of O,S,SO and a divalent heteroatomic group; Mrepresents a member selected from the group consisting of an alkalimetal atom and NH,; and m is 0 or 1.

2. A photographic light sensitive element as in claim 1 wherein R and Rare selected from the group consisting of H, CH C H -C H -CH CH(CH zMOaMC l?) ill) where M and p have the same meaning as above, Y is amember selected from the group consisting of [(CH2),,] (CH2) (1 Where qmay vary from 2 to 10,

s 03M s 03M soar SOQM' where M is a member selected from the groupconsisting of H, Na, K and NH 3. A photographic light sensitive elementas claimed in claim 1 wherein said layer is an intermediate layer.

, COOM l 4. A photographic light sensitive element as claimed in COOM',claim 1 wherein the layer is a photographic emulsion layer.

1 l 1 H 5. A photographic light sensitive element as claimed in CH C 330 claim 1 wherein the layer is a protective layer.

3 i 6. A photographic light sensitive element as claimed in Q claim 1wherein the layer is asubbing layer CH2 CH? 7. A photographic lightsensitive element as claimed in l claim 1 wherein the layer is a backinglayer. Q 8. A photographic light sensitive element as claimed in I claim1 wherein the layer is a baryta layer. $03M 9. A photographic lightsensitive element as claimed in claim 1 wherein said support is a paper.

B 10. A photographic light sensitive element as claimed in claim 1wherein said support is a film.

11. A photographic light sensitive element as claimed in claim 1 whereinsaid high molecular weight compound is 1 member selected from the groupconsisting of compounds 5 l represented by the general formulas: $03M$03M N l N r 1NH/ CH=CH NH| WNH(CH NH YN z SO Na soiNa I 1155 N N N WIvlNHQ CH=CHNH-| WINH-(CHQ NH 2 l N V some some 25 I l I M H17 CH3 CH3 nN N l-NHCH=CHNH! m-NH(CH: NH

. 2 N lv N N V SO Na. SO3Na n25 1%IH $11 CHZCHZOH CHZCIIZOH l1

2. A photographic light sensitive element as in claim 1 wherein R0 andR2 are selected from the group consisting of -H, -CH3, -C2H5, -C3H7,-CH2CH(CH3)2, -CH2CH2OH, -CH2CH2CH2OH, -CH2CH2OCH3, -CH2CH2OC2H5, -CHSO3M'', -(CH2)3-SO3M'', and -(CH2)4SO3M'', wherein M'' is selected fromthe group consisting of H, Na, K, and NH4, R1 is selected from the groupconsisting of -OH, -OCH3, -OC2H5, -OC3H7, , -S-CH3, -S-C2H5, NH2, -NHC3,-NHC2H5, -NHC4H9, -NHC6H13, -NHC8H17, -NHC12H25, -N(CH3)2, -N(C2H5)2,-N(C4H9)2, -NHCH2CH2OH, -N(CH2CH2OH)2, -NH(CH2) SO3M'', where M'' isselected From the group consisting of H, Na, K and NH4, and p is 1, 2 3or 4, -NH(CH2) COOM'',
 3. A photographic light sensitive element asclaimed in claim 1 wherein said layer is an intermediate layer.
 4. Aphotographic light sensitive element as claimed in claim 1 wherein thelayer is a photographic emulsion layer.
 5. A photographic lightsensitive element as claimed in claim 1 wherein the layer is aprotective layer.
 6. A photographic light sensitive element as claimedin claim 1 wherein the layer is a subbing layer
 7. A photographic lightsensitive element as claimed in claim 1 wherein the layer is a backinglayer.
 8. A photographic light sensitive element as claimed in claim 1wherein the layer is a baryta layer.
 9. A photographic light sensitiveelement as claimed in claim 1 wherein said support is a paper.
 10. Aphotographic light sensitive element as claimed in claim 1 wherein saidsupport is a film.
 11. A photographic light sensitive element as claimedin claim 1 wherein said high molecular weight compound is 1 memberselected from the group consisting of compounds represented by thegeneral formulas: